US Road Running - Winding Cypress
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Event overview
The Pirate 5K, 10K, & Half Marathon takes place on April 18, 2026 at Eagle Lakes Community Park in Naples, FL (11565 Tamiami Trail E, Naples, FL 34112). The event includes the following distances:
- 5K
- 10K
- Half Marathon
Course and race information
All courses are on asphalt and use out-and-back layouts. The 5K course completes the out-and-back once and the 10K completes that same out-and-back twice. The half marathon uses a separate out-and-back that is repeated four times.
Packet pickup opens 30 minutes before the race and ends 10 minutes before the race. All runners must register online through RunSignup; there is no on-site registration. The course time limit is 3 hours and 30 minutes.
The start area is located by the tennis courts and bathrooms are in the pavilion by the starting line. All finishers receive a themed finisher medal. A best costume award is given at the beginning of each race. This event earns points toward the US Road Running Race Series. Visit the organization's website for the most recent information.
